Key West

Hotels with Pools in Key West

Select your dates to see hotels in Key West with a pool for a refreshing break.

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Key West Hotels with Swimming Pools

Discover Key West hotels with swimming pool for fun and relaxation
Recommended
Lowest price
Closest to downtown
Top reviewed
99+
Hotels in Key West
Featured facilities: Swimming Pool, Exclusive Beach Area, Bar
Very Good
109 reviews
8.0/10
1 night
From TWD 3,606
Check Availability
99+
Hotel near Downtown Key West,Key West
Featured facilities: Swimming Pool, Exclusive Beach Area, Bar
Very Good
113 reviews
8.4/10
1 night
From TWD 7,299
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99+
Hotels in Key West
Featured facilities: Swimming Pool, Bar, Fitness Room
Very Good
135 reviews
8.4/10
1 night
From TWD 3,668
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99+
Hotels in Key West
Featured facilities: Swimming Pool, Bar, Fitness Room
Very Good
43 reviews
8.6/10
1 night
From TWD 3,856
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99
Hotels in Key West
Featured facilities: Swimming Pool
Great
112 reviews
9.0/10
1 night
From TWD 3,352
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68
Hotel near Duval,Key West
Featured facilities: Swimming Pool, Public Beach, Bar
Amazing
101 reviews
9.6/10
1 night
From TWD 9,882
Check Availability
99+
Hotel near Duval,Key West
Featured facilities: Swimming Pool, Bar
Amazing
100 reviews
9.4/10
1 night
From TWD 4,927
Check Availability
99+
Hotel near Duval,Key West
Featured facilities: Swimming Pool, Bar, Massage Room
Amazing
105 reviews
9.6/10
1 night
From TWD 8,624
Check Availability
99+
Hotels in Key West
Featured facilities: Swimming Pool, Bar, Fitness Room
Very Good
116 reviews
8.7/10
1 night
From TWD 4,254
Check Availability
99+
Hotel near Downtown Key West,Key West
Featured facilities: Swimming Pool, Bar
Great
105 reviews
9.0/10
1 night
From TWD 5,205
Check Availability
See All Hotels With Pools in Key West

Latest Reviews for Key West Hotels

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Find highly-rated hotels with real reviews and ratings to find the perfect stay!

Duval House

9.3/10
Great
Posted on Jul 22, 2025
Guest User
Great place to stay for escape room lovers… Check-in closes at 9pm, and staff clock out. There isn’t a 24hours reception desk, so if you’re driving down be sure to leave plenty of time and get in contact so that you receive your late check-in instructions, unlike us. We arrived at 10pm, to a locked gate, with no idea what the code to get in was, and as we do not have US phones, were unable to call the staff. A guest kindly let us into the resort, and there is a phone on top of a mail box with an out of hours number. After calling, staff were able to talk us through how to get our keys, but the series of steps definitely made it feel like an escape room. Room: Small and compact room. This hotel is laid out like a series of small cabin style huts. To be fair it had all the essentials, and was clean. The sink was in the room separate from the toilet and shower which was a bit strange. All amenities provided. Unfortunately, the AC unit is very loud, but there is also a fan, which is quieter, and tolerable to have on when sleeping. It is hard to sleep with the AC on. Staff were very pleasant and accommodating. Free drinks on check in and check out, no nasty surprises with the resort fee, which is $21.50. Breakfast options were limited, consisting of fruit (melon and pineapple), mini-pastries, granola yoghurt pots and waffles. Instant coffee in flasks. Waffles were made fresh by the staff. Plenty of cats were roaming around the resort. Extras: Only a small car park was available, with about 6 spaces. It costs $30 to park here overnight, but there is street parking available outside for $6/hr between 8am-10pm. You can hire bikes to explore Key West for $15 per day. Location: Very lively location, best location, right in the heart of all the shops, bars and cafes, walking distance to all the attractions.
Price per night fromTWD 4,346

Paradise Inn - Adult Exclusive

9.0/10
Great
Posted on May 13, 2025
TiChatton
Nice and spacious room included Nespresso pods. Central location, not too far from Duval st. Breakfast included was alright, included hard boiled eggs, cereal, waffle machine, bagels and toast with jam, PB, and cream cheese. Starbucks coffee machine and water machine available throughout the day. Air conditioning fan is a bit loud as the air handler is in the room. No one in the lobby to handle noise complaints at night, especially drunks using the pool after returning from a night out being obnoxious. Charging a resort fee of $34.99, then charging $30 for parking is just an absolute money grab. Should've went with the other options that included the parking, but didn't include breakfast as that breakfast was not worth $34.99...
Price per night fromTWD 4,931

Coco Plum Inn

9.0/10
Great
Posted on Mar 4, 2026
Selina seet
Fantastic location by the green parrot and u don’t hear the party noise on the street. Good size room and cute little patio- but the ac just blew air like a fan and did not lower the temp. Way too humid and couldn’t sleep well. The breakfast situation was not good. Groups would claim all 3 tables with personal items and you would have to wait. Works if you r not there for work. I popped my head in to the cook in the kitchen to say hi there’s 2 more of us and he snapped at me saying can’t u see there’s others waiting? lol. He went table to table to ask what they wanted- even tho it was the one item on the menu for the day. So it was a slow process- ended up grabbing outside food.
Price per night fromTWD 4,557

Blue Flamingo Resort Key West

8.8/10
Very Good
Posted on Apr 24, 2026
BRRoberto Vertemati
Excellent accommodation. The staff is super helpful, they do everything to make you feel welcome. Very comfortable apartments, excellent bed. Very good location. Although it's far from the center, it's very convenient for those with children, as it has easy access to chain restaurants, among other conveniences.
Price per night fromTWD 4,422

La Concha Key West

8.8/10
Very Good
Posted on Dec 18, 2022
Guest User
La concha is a beautiful & historic hotel in the heart of beautiful Key West. The location is unbeatable & the balcony rooms, while smaller than other standard rooms, offers excellent people watching & beautiful blue sky views. A parking space is included, which is great to have right on Duval & Fleming Streets. The staff was mostly very friendly, but the service level varied. At one point in our stay, the front desk went out of their way to make us a key card to use the microwave located in the conference room. When I asked to use it the next day, another staff member says there wasn't one in the building. I went & took a photo through the window to show him. He then said he could not grant me access as the desk had previously done. No biggie but a little frustrating. Our main issue with the hotel was HIDDEN FEES. Upon arrival, we were told we would be charged a fee of over $80 per room as a ”destination fee,” which was never explicitly disclosed & was certainly not fairly advertised. I asked about waiving this fee & the night desk said it was possible to check & see with day manager. The next day, they insisted the fee could not be waived & were unwilling to help with it further. I let them know I booked through a 3rd party prepaid, it said fees & taxes were included. They said read the fine print. They charged my card for the fees. Not being forthcoming and clear about the destination fee was the issue I had. And having parts of the hotel amenities, including outdoor areas, being closed off during the stay make this resort/destination fee more of a slap in the face. To highlight this point, the staff at this ”destination” hotel warned us that if we see some stuff a little run down or not in operation, its because the hotel just got bought & things wouldn't get straightened out until the new company takes over. Also minor issues for such a pricey hotel included missing slats on the inner balcony door & similar minor cosmetic issues. Other than that it is a beautiful building & top-notch location. Overall the experience was very enjoyable. P.S. The awesome bar tender makes delicious key lime martinis!
Price per night fromTWD 7,039

Havana Cabana at Key West

8.7/10
Very Good
Posted on Oct 19, 2025|Room, 1 King Bed, Accessible (Havana)
DEGuest User
We had a wonderful stay at Havana Cabana in Key West! Parking was very easy and uncomplicated, which made everything super convenient. Our room was beautiful, with a lovely view of the ocean and the classic car in front of the hotel. The pool area was amazing very clean, with lots of fun floats, swim rings, and loungers to relax on. Just a small tip: be a bit careful with the bees around the pool area, but it wasn’t a big problem. At check-in, we were welcomed with a delicious cocktail and some small snacks. The shuttle service worked perfectly, and the driver was extremely friendly and helpful. Thank you! Overall, we absolutely loved our stay and would definitely come back again. Highly recommended!
Price per night fromTWD 4,442

The Cabana Inn Key West - Adult Exclusive

8.4/10
Very Good
Posted on May 14, 2025
Guest User
Great hotel, very cozy. All entertainment and attractions are nearby, but the hotel itself is not noisy. Good breakfast, happy hour in the evening with wine, cheese and snacks. If there is not enough space for parking near the hotel, then a couple of blocks away you can park for $ 15 per day. Of the nuances - noisy air conditioning in the room and a dirty pool (lots of leaves).
Price per night fromTWD 4,192

The Reach Key West, Curio Collection by Hilton

8.4/10
Very Good
Posted on Oct 30, 2025
Guest User
The hotel was great, clean and with all the necessary. The service at the restaurant was rather slow. The main remark relates to lack of clarity from Trip and the hotel on added costs: valet parking is ”mandatory” as the hotel doesn't allow guests to self park. This comes at a (hidden) cost of 50 usd per day plus taxes. The manager didn't mention this when we asked about the big deposit they were taking on our credit card. Unfortunate surprise contrasting with the wonderful time we had at the hotel.
Price per night fromTWD 5,479

Southwinds Motel

8.2/10
Very Good
Posted on Aug 24, 2019
FEI
The location of the motel is very good, only two blocks from the southernmost point and only 10 minutes from the public baths. However, the lobby is too difficult to find, which one is, one bite and two bites. The lobby was found only after the reminder of the good bartender. There is no problem in the room, it is ventilation, the windows of the toilet can not be opened, moisture and taste can not go out. Because the terrain is relatively low, the store does not seem to care much, so the parking place is water. Fortunately, in the summer, I slipped out of the cab wearing slippers. The most extravagant thing is that there are three swimming pools, 8:00-22:00, just play.
Price per night fromTWD 4,466

Casa Marina Key West, Curio Collection by Hilton

7.8/10
Good
Posted on Mar 4, 2024
Nanjipangqie
The location of the hotel is of high quality, and the facilities and environment are good. The bedding is clean and comfortable, and the typical American breakfast in the morning is very comfortable to sit outside and enjoy. Worth a visit!
Price per night fromTWD 4,869

FAQs

What are some of the best hotels with Swimming Pools in Key West?

Whether you are travelling to Key West for business or tourism, Hilton Garden Inn Key West/The Keys Collection (from TWD 3,842) , Ibis Bay Resort (from TWD 3,817) and Parrot Key Hotel & Villas (from TWD 3,875) are highly recommended among the best hotels.

How much does it cost on average to stay at hotels with Swimming Pools in Key West?

For hotels with Swimming Pools in Key West, the average price on weekdays is TWD 24,663, and the average price on weekends (Friday - Saturday) is TWD 33,360.

What are the best luxury hotels with Swimming Pools in Key West?

If you want to enjoy top services and amenities, there are many luxury hotels with Swimming Pools in Key West for you to choose. Casa Marina Key West, Curio Collection by Hilton (from TWD 5,422) and The Artist House (from TWD 4,130) are some of the best luxury hotels recommended.

What promotions are available for hotels with Swimming Pools in Key West?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see the latest promotions on Trip.com.

Key West hotels with Pools information

Total properties143
Number of reviews7,919
Highest priceTWD 61,351
Lowest priceTWD 6,333
Weekday Avg. PriceTWD 24,663
Weekend Avg. PriceTWD 33,360